3-(5-Amino-1-oxo-isoindolin-2-yl)piperidine-2,6-dione Chemical Properties

Boiling point:

634.5±55.0 °C(Predicted)

Density 

1.460±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

10.83±0.40(Predicted)

form 

Solid

color 

Off-white to gray

InChI

InChI=1S/C13H13N3O3/c14-8-1-2-9-7(5-8)6-16(13(9)19)10-3-4-11(17)15-12(10)18/h1-2,5,10H,3-4,6,14H2,(H,15,17,18)

InChIKey

WLUIQUZGNPAKRL-UHFFFAOYSA-N

SMILES

N1C(=O)CCC(N2CC3=C(C2=O)C=CC(N)=C3)C1=O

3-(5-Amino-1-oxo-isoindolin-2-yl)piperidine-2,6-dione Usage And Synthesis

Description

3-(5-Amino-1-oxoisoindolin-2-yl)piperidine-2,6-dione is a lenalidomide analog that can be useful in PROTAC research.

Uses

C5 Lenalidomide (Lenalidomide 5'-amine) is a thalidomide analog and is a potent inhibitor of TNF-alpha production (IC50=100 μM in LPS stimulated human PBMC)[1].

reaction suitability

reagent type: ligand

storage

Store at -20°C

References

[1] G W Muller, et al. Amino-substituted thalidomide analogs: potent inhibitors of TNF-alpha production. Bioorg Med Chem Lett. 1999 Jun 7;9(11):1625-30. DOI:10.1016/s0960-894x(99)00250-4

3-(5-Amino-1-oxo-isoindolin-2-yl)piperidine-2,6-dione(191732-70-4)Related Product Information

• 3-amino-N-[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1-oxo-1H-isoindol-4-yl]-Propanamide, hydrochloride
• 2,6-Piperidinedione, 3-(1,3-dihydro-5-nitro-1-oxo-2H-isoindol-2-yl)-
• Lenalidomide Impurity 4
• Lenalidomide Impurity 11
• 2H-Isoindole-2-butanoic acid, 4-amino-γ-(aminocarbonyl)-1,3-dihydro-1-oxo-
• Lenalidomide Impurity 3
• Lenalidomide Impurity 13
• Lenalidomide Impurity 1
• Lenalidomide Impurity 1
• Lenalidomide Impurity 14
• Benzoic acid, 2-(dibromomethyl)-3-nitro-, methyl ester
• Lenalidomide Impurity 15
• Lenalidomide Impurity 12
• Methyl 2-(chloromethyl)-3-nitrobenzoate
• 2(1H)-Pyrazinone, 4-(cyclohexylcarbonyl)-3,4-dihydro-1-(2-phenylethyl)-
• Lenalidomide Impurity 16